The top-selling item was Hefner’s vintage Underwood Standard Portable typewriter, which he used in college as well as for the publication of the first copy of Playboy magazine. The item sold for $162,500.
In addition to the typewriter, other top-selling items included Hefner’s complete personal set of bound volumes of Playboy magazines from 1953-2013, which sold for $76,800; a 14K yellow gold ring with a black onyx plaque in the center which opens to reveal a compartment containing a Viagra pill, which went for $22,400; Hefner’s custom leather Jeff Hamilton Los Angeles Lakers motorcycle jacket, which sold for $16,000; Hefner’s 1980 “N.B.A. World Champions” Los Angeles Lakers ring, which sold for an incredible $53,125; Hefner’s Hollywood Walk of Fame Star, which sold for $57,600; his 1998 Lincoln Town Car Executive Limousine, which sold for $44,800; his personal copy of the first issue of Playboy magazine from 1953 featuring Marilyn Monroe on the cover, which sold for $31,250; and a number of other personal collectible items, such as a coin-operated Wurlitzer jukebox and a portrait of Hefner painted by artist Bill Mack.
Notable Hollywood bidders in attendance included Pauly Shore and Jim Belushi, the latter of which won a leather-bound Saturday Night Live script from when Hefner hosted the show on October 15, 1977, during which time Belushi’s brother, John, was a castmember. Belushi won the item for $3,125.
In addition to the personal collectible items, a number of other possessions from the Playboy Mansion were also auctioned, including a Brunswick pool table, a vintage Italian foosball table and a Playboy Club Executive Key.
Proceeds from the auction went to the Hugh M. Hefner Foundation, which supports organizations that advocate for and defend civil rights and civil liberties.